Silica nanoparticles immobilized benzoylthiourea ferrous complex as an efficient and reusable catalyst for one-pot synthesis of benzopyranopyrimidines

被引:26
作者
Amirnejat, Sara [1 ]
Movahedi, Farnaz [2 ]
Masrouri, Hassan [2 ]
Mohadesi, Meysam [1 ]
Kassaee, M. Z. [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
[2] Stand Res Inst, Dept Chem & Petrochem Engn, Karaj, Iran
关键词
Benzopyranopyrimidines; Nanohybrid catalyst; Silica nanoparticles; Fe(II) complex; Heterogeneous catalysis; WET-AIR OXIDATION; SOLID-PHASE SYNTHESIS; PHARMACOLOGICAL EVALUATION; MULTICOMPONENT REACTIONS; IRON CATALYSIS; ANTIPLATELET; COMBINATORIAL; DERIVATIVES; EPOXIDATION; PARALLEL;
D O I
10.1016/j.molcata.2013.05.023
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Benzoylthiourea Fe(II) complex was supported on silica nanoparticles and employed as a heterogeneous catalyst in preparation of benzopyranopyrimidines through one-pot condensation reaction of salicylaldehydes, malononitrile and secondary amines in EtOH, at room temperature. The prepared catalyst was characterized by BET, ICP, FT-IR, TGA, SEM-EDX, TEM and elemental analysis. The catalyst could be recovered easily and reused at least five times without significant loss of its catalytic activity (c) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:135 / 141
页数:7
相关论文
共 69 条
[1]  
Anastas P.T., 1998, Green chemistry: theory and practice
[2]   Synthesis and characterization of copper(II), nickel(II) and cobalt(II) complexes with novel thiourea derivatives [J].
Arslan, H ;
Külcü, N ;
Flörke, U .
TRANSITION METAL CHEMISTRY, 2003, 28 (07) :816-819
[3]   Pd-assisted multicomponent synthesis of heterocycles [J].
Balme, G ;
Bossharth, E ;
Monteiro, N .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) :4101-4111
[4]   Recent Advances in Iron Catalysis in Organic Synthesis [J].
Bauer, Eike B. .
CURRENT ORGANIC CHEMISTRY, 2008, 12 (16) :1341-1369
[5]  
BEYER L, 1981, Z CHEM, V21, P81
[6]   Iron-catalyzed reactions in organic synthesis [J].
Bolm, C ;
Legros, J ;
Le Paih, J ;
Zani, L .
CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254
[7]   Parallel liquid-phase synthesis of benzopyrano[2,3-d]pyrimidine libraries [J].
Borisov, Alexander V. ;
Dzhavakhishvili, Sergey G. ;
Zhuravel, Irina O. ;
Kovalenko, Sergiy M. ;
Nikitchenko, Victor M. .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2007, 9 (01) :5-8
[8]   The recent impact of solid-phase synthesis on medicinally relevant benzoannelated nitrogen heterocycles [J].
Bräse, S ;
Gil, C ;
Knepper, K .
BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (08) :2415-2437
[9]   (η6-Cyclohepta-1,3,5-triene)(η4-cycloocta-1,5-diene)iron(0) complex as attractive precursor in catalysis [J].
Breschi, C ;
Piparo, L ;
Pertici, P ;
Caporusso, AM ;
Vitulli, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 607 (1-2) :57-63
[10]   Synthesis, antiplatelet and antithrombotic activities of new 2-substituted benzopyrano[4,3-d]pyrimidin-4-cycloamines and 4-amino/cycloamino-benzopyrano[4,3-d]pyrimidin-5-ones [J].
Bruno, O ;
Brullo, C ;
Schenone, S ;
Bondavalli, F ;
Ranise, A ;
Tognolini, M ;
Impicciatore, M ;
Ballabeni, V ;
Barocelli, E .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (01) :121-130